Johns Hopkins University

Hauser, Inc.

John Northrop

Gary H Posner

Christopher K Murray

Randall J Daughenbaugh

Qun Y Zheng

Theresa A Shapiro

Poonsakdi Ploypradith

Soon Hyung Woo

Michael H Parker

Jeffrey S Elias

The present invention provides a two-step procedure for the replacement of the pyranose anomeric 10-OH group in dihydroartemisinin by a variety of carbon nucleophiles, resulting in the novel C-10 carbon-substituted trioxanes of structure: ##STR1## wherein, when n is 1, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, acetylenics, or benzoylmethylenes, or alkanoylmethylenes; or when n is 2, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, alkenyls, alkyls, diketones or bis-acetylenes; or when n is 3, R is selected from a group of unsubstituted or substituted aryls, heteroaryls, polyethylene glycol, alkenyls, alkyls, diketones or bis-acetylenes.

C-10 carbon-substituted artemisinin-like trioxane compounds having

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Baltimore, MD, United States of America

John Northrop